EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:149572 - crambescidin 401

ChEBI IDCHEBI:149572
ChEBI Namecrambescidin 401
Stars
DefinitionAn organic heteropentacyclic guanidine alkaloid isolated from the marine sponge Crambe crambe.
Last Modified1 May 2020
Submittercharlotte.simmler@imbe.fr
DownloadsMolfile
FormulaC22H31N3O4
Net Charge0
Average Mass401.507
Monoisotopic Mass401.23146
SMILES[H][C@]12CCC3=C(C(=O)O)[C@]4(CCC[C@@H](C)O4)NC(=N[C@]4(CCC=C[C@H](CC)O4)C1)N32
InChIInChI=1S/C22H31N3O4/c1-3-16-8-4-5-11-21(29-16)13-15-9-10-17-18(19(26)27)22(12-6-7-14(2)28-22)24-20(23-21)25(15)17/h4,8,14-16H,3,5-7,9-13H2,1-2H3,(H,23,24)(H,26,27)/t14-,15+,16+,21+,22-/m1/s1
InChIKeyCRQLUZOAOKXVKN-DRZYCYNKSA-N
Species of MetaboliteComponentSourceComments
Crambe crambe (ncbitaxon:3722) - DOI (10.3390/md16050152)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
crambescidin 401 (CHEBI:149572) has role marine metabolite (CHEBI:76507)
crambescidin 401 (CHEBI:149572) is a alkaloid (CHEBI:22315)
crambescidin 401 (CHEBI:149572) is a guanidines (CHEBI:24436)
crambescidin 401 (CHEBI:149572) is a monocarboxylic acid (CHEBI:25384)
crambescidin 401 (CHEBI:149572) is a organic heteropentacyclic compound (CHEBI:38164)
crambescidin 401 (CHEBI:149572) is a spiro compound (CHEBI:33599)
IUPAC Name 
(2S,2''R,6''R,7S,8a'S)-7-ethyl-6''-methyl-1',2',3'',4,4'',5'',6'',7,8',8a'-decahydro-3H,5'H-dispiro[oxepine-2,7'-[5,6,8b]triazaacenaphthylene-4',2''-pyran]-3'-carboxylic acid
Synonym  Source
(2R,2''S,6R,7''S,8'aS)-7''-ethyl-6-methyl-1',2',4'',7'',8',8'a-hexahydro-3''H,5'H-dispiro[oxane-2,4'-[5,6,8b]triazaacenaphthylene-7',2''-oxepine]-3'-carboxylic acidIUPAC
Citations